528521-86-0

Basic information

• Product Name: (R)-(+)-7,7'-BIS(DIPHENYLPHOSPHINO)-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE
• Synonyms: (S)-(-)-7,7'-Bis(diphenylphosphino)-2,2',3,3'-tetrahydro-1,1'-spirobiindane,97%;(S)-(-)-7,7'-Bis(diphenyl-phosphino)-2,2',3,3'-tetrahydro-1,1'-spirobiindane ,98%;(S)-()-7,7′-Bis(diphenylphosphino)-2,2′,3,3′-tetrahydro-1,1′-spirobiindene;1,1'-[(1S)-2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diyl]bis[1,1-diphenylphosphine];Phosphine,1,1'-[(1S)-2,2',3,3'-tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diyl]bis[1,1-diphenyl-;(S)-7,7;(R)-(+)-7,7'-BIS(DIPHENYLPHOSPHINO)-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE;(S)-SDP
• CAS NO: 528521-86-0
• Molecular Formula: C₄₁H₃₄P₂
• Molecular Weight: 588.66
• Product Categories: BINAP Series;Chiral Phosphine;Chiral Spiro Ligand
• Mol File: 528521-86-0.mol
• Article Data: 0

Chemical Properties

• Melting Point: 206-208°C
• Boiling Point: 690.2 °C at 760 mmHg
• Flash Point: 396.691 °C
• Appearance: white/solid
• Storage Temp.: ?20°C
• Sensitive: air sensitive
• CAS DataBase Reference: (R)-(+)-7,7'-BIS(DIPHENYLPHOSPHINO)-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-7,7'-BIS(DIPHENYLPHOSPHINO)-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE(528521-86-0)
• EPA Substance Registry System: (R)-(+)-7,7'-BIS(DIPHENYLPHOSPHINO)-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE(528521-86-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 528521-86-0(Hazardous Substances Data)

Usage

Description

(R)-(+)-7,7'-BIS(DIPHENYLPHOSPHINO)-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE, also known as (R)-(+)-SpiroPhos, is a chiral diphosphine ligand derived from tetrahydro-1,1'-spirobiindane. It possesses a unique structure that enables it to form stable complexes with transition metals, making it a promising candidate for various applications in the field of catalysis.

Uses

Used in Asymmetric Hydrogenation:
(R)-(+)-7,7'-BIS(DIPHENYLPHOSPHINO)-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE is used as a ligand in the ruthenium-catalyzed hydrogenation of simple and cyclic ketones, providing high activity and enantioselectivity. This application is particularly useful in the synthesis of chiral alcohols, which are important building blocks in the pharmaceutical and fine chemical industries.
Used in Palladium-Catalyzed Asymmetric Allylic Alkylations:
(R)-(+)-7,7'-BIS(DIPHENYLPHOSPHINO)-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE is also used as a ligand in palladium-catalyzed asymmetric allylic alkylations. This reaction is a key step in the synthesis of various chiral compounds, including pharmaceuticals and agrochemicals.
Used in the Preparation of Ruthenium Complexes:
(R)-(+)-7,7'-BIS(DIPHENYLPHOSPHINO)-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE can be used to prepare ruthenium complexes, which are employed in the asymmetric hydrogenation of different prochiral ketones. This application further expands the utility of (R)-(+)-SpiroPhos in the synthesis of chiral molecules.
Used in the Hydrosilylation or Cyclization of 1,6-enynes:
(R)-(+)-7,7'-BIS(DIPHENYLPHOSPHINO)-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE is used as a chiral diphosphine reagent in the hydrosilylation or cyclization of 1,6-enynes. This reaction is an important method for the synthesis of various complex organic molecules, including natural products and pharmaceuticals.